Category: 17236-59-8

Singh, A. K. published the artcileNear ab initio quality molecular electrostatic potential maps using hybridization displacement charges at PM3 level and effects of geometrical changes in amino groups, Quality Control of 17236-59-8, the publication is International Journal of Quantum Chemistry (2001), 82(6), 299-312, database is CAplus.

Charge distributions, dipole moments, and mol. electrostatic potentials (MEP) around several mols. consisting of carbon, nitrogen, oxygen, fluorine, sulfur, and chlorine atoms were studied using the PM3 semiempirical method and the results compared with those obtained using ab initio calculations at the RHF/6-31G^** level. Relative MEP values near different atoms can be obtained using hybridization displacement charges (HDC) obtained by employing PM3 d. matrixes that usually agree quite satisfactorily with the ab initio ones. Positions of ab initio MEP min. are correctly located and the corresponding relative MEP values usually correctly predicted using the PM3(HDC) charges distributed continuously in three dimensions according to the forms of squares of valence s AOs. The necessary parameters for HDC calculations using the PM3 method were optimized. Within the frameworks of both PM3 and AM1 methods the π electrons or lone pairs associated with amino group nitrogen atoms and ring atoms can be satisfactorily treated in different situations.

International Journal of Quantum Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C13H26N2, Quality Control of 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileTautomerism of the monohydroxy derivatives of five-membered oxygen, nitrogen and sulfur heterocycles, Application of Thiophen-3-ol, the publication is Journal of the American Chemical Society (1989), 111(14), 5346-56, database is CAplus.

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene were generated in solution in mixtures of CD₃COCD₃, CD₃CN, or CD₃SOCD₃ with D₂O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (10^-3-10^-1 M) and characterized by ¹H NMR spectroscopy. Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives, evaporation of the methanol, and immediate dissolution in DMSO-d₆. The carbocyclic analogs of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful. The kinetics of ketonization of the OH forms of these enols were investigated in water or aqueous acetonitrile solution The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique. The effect of solvent on the equilibrium constants was also studied. Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a-value of 2.4 and a b-value of -3.0. The pK_as of the bicyclic enols were measured. 3-Hydroxybenzofuran and 3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole. The ketonization reactions are general-acid and general-base catalyzed and their mechanisms are discussed.

Journal of the American Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Application of Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Singh, A. K. published the artcileNear ab initio quality molecular electrostatic potential maps using hybridization displacement charges at PM3 level and effects of geometrical changes in amino groups, Quality Control of 17236-59-8, the publication is International Journal of Quantum Chemistry (2001), 82(6), 299-312, database is CAplus.

Charge distributions, dipole moments, and mol. electrostatic potentials (MEP) around several mols. consisting of carbon, nitrogen, oxygen, fluorine, sulfur, and chlorine atoms were studied using the PM3 semiempirical method and the results compared with those obtained using ab initio calculations at the RHF/6-31G^** level. Relative MEP values near different atoms can be obtained using hybridization displacement charges (HDC) obtained by employing PM3 d. matrixes that usually agree quite satisfactorily with the ab initio ones. Positions of ab initio MEP min. are correctly located and the corresponding relative MEP values usually correctly predicted using the PM3(HDC) charges distributed continuously in three dimensions according to the forms of squares of valence s AOs. The necessary parameters for HDC calculations using the PM3 method were optimized. Within the frameworks of both PM3 and AM1 methods the π electrons or lone pairs associated with amino group nitrogen atoms and ring atoms can be satisfactorily treated in different situations.

International Journal of Quantum Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C13H26N2, Quality Control of 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mitsudo, Koichi published the artcileSynthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives, Recommanded Product: Thiophen-3-ol, the publication is Organic Letters (2017), 19(11), 2821-2824, database is CAplus and MEDLINE.

The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more π-extended BDTF derivatives and their fundamental phys. properties are also studied.

Organic Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Recommanded Product: Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileThe tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles, Formula: C4H4OS, the publication is Tetrahedron Letters (1986), 27(28), 3275-8, database is CAplus.

The unstable enolic tautomers 3-hydroxyfuran, 2- and 3-hydroxythiophene, 3-hydroxypyrrole, 3-hydroxy-1-methylpyrrole and their benzo derivatives have been generated in solution and the rate and equilibrium constants for their ketonization determined

Tetrahedron Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Formula: C4H4OS.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileThe tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles [Erratum to document cited in CA106(19):155813y], SDS of cas: 17236-59-8, the publication is Tetrahedron Letters (1988), 29(3), 250, database is CAplus.

An error in a k_H⁺ value for ketonization of 2-hydroxyindene was corrected (3.48 M^-1s^-1, not 83 M^-1s^-1. The error was not reflected in the abstract or the index entries.

Tetrahedron Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, SDS of cas: 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileTautomerism of the monohydroxy derivatives of five-membered oxygen, nitrogen and sulfur heterocycles, Application of Thiophen-3-ol, the publication is Journal of the American Chemical Society (1989), 111(14), 5346-56, database is CAplus.

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene were generated in solution in mixtures of CD₃COCD₃, CD₃CN, or CD₃SOCD₃ with D₂O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (10^-3-10^-1 M) and characterized by ¹H NMR spectroscopy. Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives, evaporation of the methanol, and immediate dissolution in DMSO-d₆. The carbocyclic analogs of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful. The kinetics of ketonization of the OH forms of these enols were investigated in water or aqueous acetonitrile solution The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique. The effect of solvent on the equilibrium constants was also studied. Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a-value of 2.4 and a b-value of -3.0. The pK_as of the bicyclic enols were measured. 3-Hydroxybenzofuran and 3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole. The ketonization reactions are general-acid and general-base catalyzed and their mechanisms are discussed.

Journal of the American Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Application of Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Singh, A. K. published the artcileNear ab initio quality molecular electrostatic potential maps using hybridization displacement charges at PM3 level and effects of geometrical changes in amino groups, Quality Control of 17236-59-8, the publication is International Journal of Quantum Chemistry (2001), 82(6), 299-312, database is CAplus.

Charge distributions, dipole moments, and mol. electrostatic potentials (MEP) around several mols. consisting of carbon, nitrogen, oxygen, fluorine, sulfur, and chlorine atoms were studied using the PM3 semiempirical method and the results compared with those obtained using ab initio calculations at the RHF/6-31G^** level. Relative MEP values near different atoms can be obtained using hybridization displacement charges (HDC) obtained by employing PM3 d. matrixes that usually agree quite satisfactorily with the ab initio ones. Positions of ab initio MEP min. are correctly located and the corresponding relative MEP values usually correctly predicted using the PM3(HDC) charges distributed continuously in three dimensions according to the forms of squares of valence s AOs. The necessary parameters for HDC calculations using the PM3 method were optimized. Within the frameworks of both PM3 and AM1 methods the π electrons or lone pairs associated with amino group nitrogen atoms and ring atoms can be satisfactorily treated in different situations.

International Journal of Quantum Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C13H26N2, Quality Control of 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mitsudo, Koichi published the artcileSynthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives, Recommanded Product: Thiophen-3-ol, the publication is Organic Letters (2017), 19(11), 2821-2824, database is CAplus and MEDLINE.

The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more π-extended BDTF derivatives and their fundamental phys. properties are also studied.

Organic Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Recommanded Product: Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hurd, Charles D. published the artcileThienol, Quality Control of 17236-59-8, the publication is Journal of the American Chemical Society (1950), 5543-6, database is CAplus.

Thiophene-2-ol (I) was obtained by oxidizing 2-thienylmagnesium bromide (16.3 g. 2-bromothiophene, 18.5 g. iso-PrBr, and 6.5 g. Mg in 200 cc. ether) with dry O at 0°, hydrolyzing the product with dilute H₂SO₄, saturating with NaCl, and extracting the aqueous solution and the ether solution with 20% NaOH; 25% I, light yellow liquid, b₆ 80-84°, and 29% 2,2′-bithiophene, were obtained. I was vacuum-distilled in N; the colorless center fraction on cooling formed long needles, m. 7-9°, b₇₆₀ 217-19° (in N), d²⁰₄ 1.255, n²⁰_D 1.5644, mol. refraction 25.93, soluble in hexane 42%, in H₂O 6%, miscible in all other common solvents. Also prepared were the acetate, solidified at -10° to -20°; benzoate, fine colorless crystals, m. 44-5°; Me 2-thienyl ether, 5-phenylazothienolophene-2-ol, m. 120-25°, and 2(or 4)-benzylidene-3(or 2)-butenothiolactone, m. 97.5-8.5°. The infrared and ultraviolet spectra gave evidence that I exists as keto-enol tautomers. It gives a red color with FeCl₃, is a weak acid, undergoes characteristic reactions of the phenolic OH group, and reacts readily with diazotized amines in alk. solution The presence of the thiolactone was indicated by ring fission occurring in warm acid or alkali or during methylation with MeI or Me₂SO₄, and by the ready condensation with BzH. Under conditions sufficient for quant. monobromination of phenol, I consumed 1/3 equivalent of Br. Oxidation of 3-thienylmagnesium bromide gave a low yield of a steam-volatile liquid, very weakly acidic, having a phenolic odor and giving an intense vermilion with FeCl₃; it apparently coupled with diazotized aniline. It is suggested that this compound was thiophene-3-ol.

Journal of the American Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Quality Control of 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts